288 Middlesex Avenue, Chester, CT 06412 (MLS # 24166793)
Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.
Property Type(s):
Single Family
|
Last Updated
|
4/13/2026
|
Year Built
|
1800
|
|
Garage Spaces
|
6.0
|
County
|
Middlesex
|
SCHOOLS
| Elementary School |
Chester |
| Jr. High School |
Winthrop |
| High School |
Valley |
Additional Details
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Convection Oven, Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Washer, Wine Cooler |
| BASEMENT |
Concrete, Full, Partially Finished, Storage Space, Yes |
| CONSTRUCTION |
Cedar, Frame, Shake Siding |
| EXTERIOR |
Balcony, Dock |
| FIREPLACE |
Yes |
| GARAGE |
Attached Garage, Yes |
| HEAT |
Forced Air, Oil |
| INTERIOR |
Entrance Foyer, Sauna, Sound System |
| LOT |
2.65 acre(s) |
| LOT DESCRIPTION |
Waterfront |
| PARKING |
Garage Door Opener, Attached |
| SEWER |
Septic Tank |
| STYLE |
Colonial |
| TAXES |
24724 |
| UTILITIES |
Underground Utilities |
| VIEW |
Yes |
| VIEW DESCRIPTION |
Water |
| WATER |
Well |
| WATERFRONT |
Yes |
| WATERFRONT DESCRIPTION |
River Front |
| ZONING |
R-2 |
Location
Listing courtesy of Coldwell Banker Realty
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This IDX solution is (c) Diverse Solutions 2026.